1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide

HRID 238526노트

반응식

HRID 238526 반응식
[F:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=[C:4]([F:11])[N:3]=1.[C:12](NC1C=CC=CC=1)([CH3:15])([CH3:14])[CH3:13].[CH:23]1[CH:24]=[CH:25][C:26]2[N:31](O)N=N[C:27]=2[CH:28]=1.CCN=C=NCCCN(C)C.CCN(C(C)C)C(C)C>C(Cl)Cl>[C:12]([C:23]1[CH:28]=[CH:27][C:26]([NH:31][C:8](=[O:10])[C:7]2[CH:6]=[CH:5][C:4]([F:11])=[N:3][C:2]=2[F:1])=[CH:25][CH:24]=1)([CH3:15])([CH3:14])[CH3:13]

참가 물질

7

반응물 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 254260N-(1,1-Dimethylethyl)benzenamineHCID 105830702,6-Difluoropyridine-3-carboxylic acid

생성물 1

HCID 22249203N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 2,6-difluoropyridine-3-carboxylic acid (3.2 g, 20 mmol), t-butylaniline (3.0 g, 20 mmol), HOBt (2.6 g, 20 mmol), EDAC (8 g, 40 mmol), and DIEA (8 mL) in CH2Cl2 (80 mL) was stirred at RT for 1 h. The mixture was washed with aq. NaHCO3 and brine. The organic solution was dried over Na2SO4 and concentrated in vacuo. The residue was purified via flash chromatography on silica (Hex:EtOAc=4:1) to give a light yellow flaky crystal as desired product.

후처리

  1. washThe mixture was washed with aq. NaHCO3 and brine
  2. dry with materialThe organic solution was dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified via flash chromatography on silica (Hex:EtOAc=4:1)

출처 및 근거

ORD 기록
ord-0b3de5877cee4bfdbfe3bae77cece2f3
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642624B2

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